$107 Find Cheap Flights from Caribbean Islands to Louisville

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Louisville departing on 11/20. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$225
Typical prices: $351-$523
Delta
Thu 12/25Thu 1/1
SJU - SDF • 1 stop
Cheapest one-way
$107
Typical prices: $177-$216
Spirit Airlines
Thu 11/20
SJU - SDF • 1 stop
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Flight Deals

Cheap Flights from Caribbean Islands to Louisville

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Caribbean Islands to Louisville that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Caribbean Islands to Louisville

Thu, Dec 25 - Thu, Jan 1
Delta Logo
4:48 pm - 10:58 pmSJU-SDF
7h 10m1 stop
Delta Logo
6:00 am - 12:57 pmSDF-SJU
5h 57m1 stop
$225Delta
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Fri, Dec 12 - Tue, Jan 13
American Airlines Logo
2:36 pm - 9:49 pmSJU-SDF
8h 13m2 stops
American Airlines Logo
7:00 am - 6:22 pmSDF-SJU
10h 22m2 stops
$231American Airlines
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Sun, Nov 30 - Thu, Jan 1
American Airlines Logo
1:59 am - 10:26 amSJU-SDF
9h 27m1 stop
American Airlines Logo
5:00 am - 11:39 amSDF-SJU
5h 39m1 stop
$265American Airlines
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Wed, Nov 19 - Tue, Dec 9
United Airlines Logo
2:05 am - 1:17 pmSJU-SDF
12h 12m2 stops
United Airlines Logo
12:20 pm - 9:00 pmSDF-SJU
7h 40m1 stop
$290United Airlines
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Fri, Feb 20 - Mon, Feb 23
Spirit Airlines Logo
5:20 am - 12:21 pmSJU-SDF
8h 01m1 stop
Spirit Airlines Logo
1:19 pm - 11:09 pmSDF-SJU
8h 50m1 stop
$335Spirit Airlines
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Fri, Feb 20 - Mon, Feb 23
Spirit Airlines Logo
5:20 am - 12:21 pmSJU-SDF
8h 01m1 stop
Spirit Airlines Logo
1:19 pm - 11:09 pmSDF-SJU
8h 50m1 stop
$346Spirit Airlines
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Sat, Dec 6 - Sat, Dec 13
Southwest Logo
6:15 am - 12:35 pmSJU-SDF
7h 20m1 stop
Southwest Logo
3:30 pm - 11:00 pmSDF-SJU
6h 30m1 stop
$353Southwest
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Fri, Nov 21 - Fri, Dec 5
Southwest Logo
6:40 am - 4:50 pmSJU-SDF
11h 10m2 stops
Southwest Logo
11:45 am - 12:35 amSDF-SJU
11h 50m2 stops
$405Southwest
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Wed, Nov 19 - Tue, Dec 9
United Airlines Logo
2:05 am - 1:17 pmSJU-SDF
12h 12m2 stops
United Airlines Logo
9:00 am - 10:22 pmSDF-SJU
12h 22m2 stops
$415United Airlines
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Thu, Dec 18 - Mon, Dec 29
Delta Logo
3:32 pm - 11:59 pmSJU-SDF
9h 27m1 stop
Delta Logo
12:21 pm - 11:20 pmSDF-SJU
9h 59m1 stop
$423Delta
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Good to know

Low seasonJanuary
Cheapest flight$107
Best time to beat the crowds with an average 13% drop in price.
Most popular time to fly and prices are also 1% lower on average.
Flight from San Juan to Louisville

FAQs for booking flights from Caribbean Islands to Louisville

  • How does KAYAK find such low prices on flights from Caribbean Islands to Louisville?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Caribbean Islands to Louisville.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Caribbean Islands to Louisville?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Louisville from Caribbean Islands is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Caribbean Islands to Louisville?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Louisville with an airline and back to Caribbean Islands with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Caribbean Islands to Louisville?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Louisville from Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from Caribbean Islands to Louisville

 
Need help choosing which airline to fly with from Caribbean Islands to Louisville? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
DeltaOverall score based on 8001 reviews
7.9Comfort
7.3Food
7.9Entertainment
8.2Boarding
8.5Crew
Airline reviews

I truly love flying with Delta. They have always treated me with the upmost respect

10.0 ExcellentMAYRA, Nov 2025JFK - MIA
Read more Delta reviews

I truly love flying with Delta. They have always treated me with the upmost respect

Our flight attendant in FIRST CLASS was one of the worst I’ve ever had. She was not at all pleasant, nor particularly good at her service.

Everything went well and was good. Nothing exceptional, but no complaints either. Cheap seats are pretty comfortable.

DELTA does a terrific job making sure you are well taken care of during the flight, gives you assurance before the flight through numerous email notifications about your upcoming flight & lastly good follow up after the flight making sure your needs were mat. It has been, is & will continue to be my carrier of choice in all my future travels. Good Job DELTA

Staff were friendly and happy. Delta could make sure passengers that don't have the app know of changes. Without Kayak I would not have known about the change of gate or the delay. Kayak was faster to notify me.

They ended up paying for the bag twice, but the counter wouldn't take my baggage receipt. Left it to me to resolve. Not sure how to resolve the issue.

The customer service before board was very rude and when I expressed my concerns about making the connecting flight she laughed and told me I bought the wrong ticket. I explained once it showed the flight was delayed it no longer let me change seats or anything. I was trying to upgrade to make sure I would get to the next gate on time.

Non stop on long haul is the way to go. Great experience

Seats comfortable, service and food very mediocre, staff not very attentive, worse than many other our flights with Delta.

Overall good experience; however, there was one flight attendant who was rather rough compared to everyone else. Everything else was good: entertainment, food. Delta keeps on delivering! Thank you!

We loved the steward on the plane. He made the night enjoyable

I enjoyed the extra leg room compared to other airlines. The first stewards made my daughter’s birthday special by giving her an extra snack. Then the last one coming home from Chicago to Appleton made our night really enjoyable Thanks for making our trip enjoyable

The flight was smooth, the pilot kept us informed about delays and we arrived more of less on time

Flight delay was communicated before leaving for airport which caused it to be a non-event. Great flight and crew!

Did not get any refreshments. Crew was very nice but limited. Small seats

Wish some foods provided rather than just biscuit/cookie for flight more than 2 hours

Wish a flight with more than 2 hours with some snack rather than just cookie/biscuit.

The flight attendant, a black woman with curly hair who sat near Row 21, was wonderful and kind.

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

Nice comfortable flight from Barcelona back to the states. The premium economy offers the extra room we need for my husband. The food was good and our flight attendants were excellent.

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